Add extensive logging to track email issues

core/settings.py

@@ -147,3 +147,45 @@ EMAIL_PORT = int(email_secret.get('smtp_port'))
 EMAIL_USE_SSL = True
 EMAIL_HOST_USER = email_secret.get('username')
 EMAIL_HOST_PASSWORD = email_secret.get('password')
+
+# Logging configuration
+import os
+LOGS_DIR = BASE_DIR / 'logs'
+os.makedirs(LOGS_DIR, exist_ok=True)
+
+LOGGING = {
+    'version': 1,
+    'disable_existing_loggers': False,
+    'formatters': {
+        'verbose': {
+            'format': '{levelname} {asctime} {module} {process:d} {thread:d} {message}',
+            'style': '{',
+        },
+    },
+    'handlers': {
+        'app_file': {
+            'level': 'INFO',
+            'class': 'logging.FileHandler',
+            'filename': LOGS_DIR / 'app.log',
+            'formatter': 'verbose',
+        },
+        'error_file': {
+            'level': 'ERROR',
+            'class': 'logging.FileHandler',
+            'filename': LOGS_DIR / 'error.log',
+            'formatter': 'verbose',
+        },
+    },
+    'loggers': {
+        'django': {
+            'handlers': ['app_file', 'error_file'],
+            'level': 'INFO',
+            'propagate': True,
+        },
+        'mailer': {
+            'handlers': ['app_file', 'error_file'],
+            'level': 'INFO',
+            'propagate': True,
+        },
+    },
+}

mailer/views.py

@@ -5,6 +5,9 @@ from django.template.loader import render_to_string
 from django.utils.html import strip_tags
 from django.conf import settings
 from .models import EmailLog
+import logging
+
+logger = logging.getLogger(__name__)
 
 def dashboard(request):
     return render(request, 'mailer/dashboard.html')
@@ -47,7 +50,10 @@ def send_test_email(request):
                 [recipient]
             )
             msg.attach_alternative(html_content, "text/html")
+            
+            logger.info(f"Attempting to send '{template_name}' test email to {recipient} via {settings.EMAIL_HOST}")
             msg.send(fail_silently=False)
+            logger.info(f"Successfully sent '{template_name}' email to {recipient}")
             
             # Log success
             EmailLog.objects.create(
@@ -58,6 +64,7 @@ def send_test_email(request):
             )
             messages.success(request, f"Test email sent successfully to {recipient}!")
         except Exception as e:
+            logger.error(f"Failed to send '{template_name}' email to {recipient}. Error: {str(e)}", exc_info=True)
             # Log failure
             EmailLog.objects.create(
                 recipient=recipient,